1-乙酰基-5-甲基-2-硫酮-4-咪唑啉酮 | 39806-38-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 1-乙酰基-5-甲基-2-硫酮-4-咪唑啉酮
• 中文别名: 1-乙酰基-5-甲基-2-硫氧代-4-咪唑啉酮
• 英文名称: rac-1-acetyl-5-methyl-2-thioxoimidazolidin-4-one
• 英文别名: 1-acetyl-5-methyl-2-thioxohydantoin；1-acetyl-5-methyl-2-thioxo-imidazolidin-4-one；(+/-)-1-acetyl-5-methyl-2-thioxo-imidazolidin-4-one；(+/-)-1-Acetyl-5-methyl-2-thioxo-imidazolidin-4-on；1-Acetyl-5-methyl-2-thioxo-imidazolidin-4-on；1-Acetyl-5-methyl-2-thio-hydantoin；1-Acetyl-5-methyl-2-thioxo-4-imidazolidinone；1-acetyl-5-methyl-2-sulfanylideneimidazolidin-4-one
• CAS: 39806-38-7
• 化学式: C₆H₈N₂O₂S
• 分子量: 172.208
• InChiKey: FNKWCHCRAZJVQF-UHFFFAOYSA-N

物化性质

• 熔点：
  166 °C
• 密度：
  1.38

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  81.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-乙酰基-5-甲基-2-硫酮-4-咪唑啉酮 在 水 、 肼 作用下， 生成 N-thiocarbamoyl-alanine hydrazide
  参考文献：
  名称：

  1015.硫代乙内酰脲。第二部分 碱性水解

  摘要：

  DOI：

  10.1039/jr9570005080
• 作为产物：
  描述：

  D-丙氨酸 、 硫氰酸铵 在 乙酸酐 作用下， 生成 1-乙酰基-5-甲基-2-硫酮-4-咪唑啉酮
  参考文献：
  名称：

  Sjollema; Seekles, Recueil des Travaux Chimiques des Pays-Bas, 1926, vol. 45, p. 234

  摘要：

  DOI：

文献信息

• REACTION OF 2-THIOHYDANTOINS WITH SOME DIAZOALKANES AND SOME AMINES
  作者：Ahmed A. El-barbary、Youssef L. Aly、Abdel-Fatah M. Hashem、Ashraf A. El-shehawy

  DOI：10.1080/10426500008043673

  日期：2000.5.1

  reacting 2-alkylthiohydantoins (IIla) and (XII), respectively, with morpholine and/or piperidine. Moreover, treating of two equivalents of XIVa-d with one equivalent of piperazine afforded 1,4[di-(5-phenylmethylene-hydantoinyl)]-piperazines (XVIa,b). The behaviour of 2-alkylthiohydantoins towards alanine and anthranilic acid was also investigated. The structure of the products was established by correct

  摘要 2-硫代乙内酰脲衍生物与作为重氮甲烷的重氮烷反应。研究了二苯基重氮甲烷和/或9-重氮芴。通过 2-硫代乙内酰脲 (Ia,b) 和 (X) 与重氮甲烷的反应制备了几种 2-硫代乙内酰脲 (IIa,b)、(IIIa,b)、(XI) 和 (XII)。2-吗啉-和/或2-哌啶基-糖脒(VIIa,b)和(XVa,b)分别通过使2-烷硫基乙内酰脲(IIla)和(XII)与吗啉和/或哌啶反应来制备。此外，用一当量的哌嗪处理两当量的 XIVa-d 得到 1,4[二-(5-苯基亚甲基-乙内酰脲基)]-哌嗪 (XVIa,b)。还研究了 2-烷硫基乙内酰脲对丙氨酸和邻氨基苯甲酸的行为。
• New methods for the preparation of aryl 2-iminoimidazolidines
  作者：Daniel H. O’Donovan、Isabel Rozas

  DOI：10.1016/j.tetlet.2012.06.042

  日期：2012.8

  A divergent strategy for the synthesis of 1-aryl- and 2-aryl-2-iminoimidazolidines is presented. Cyclization of N-Boc-N′-aryl-N′′-(2-hydroxyethyl)guanidines in the presence of methanesulfonyl chloride and triethylamine or sodium hydride at 0 °C affords the corresponding 2-iminoimidazolidines in good yields.

  提出了合成1-芳基-和2-芳基-2-亚氨基咪唑烷的不同策略。的环化Ñ -Boc- Ñ ' -芳基- ñ '' -在甲磺酰氯和三乙胺或氢化钠在0℃下存在（2-羟乙基）胍，得到良好的收率相应的2- iminoimidazolidines。
• Johnson; Nicolet, American Chemical Journal, 1913, vol. 49, p. 201
  作者：Johnson、Nicolet

  DOI：——

  日期：——
• Komatsu, Chemisches Zentralblatt, 1911, vol. 82, # II, p. 537
  作者：Komatsu

  DOI：——

  日期：——
• Gas/Solid Reactions with Nitrogen Dioxide
  作者：Gerd Kaupp、Jens Schmeyers

  DOI：10.1021/jo00122a031

  日期：1995.9

  Numerous gas/solid reactions of nitrogen dioxide with organic substrates are investigated preparatively and mechanistically. Gaseous NO2 reacts with crystalline stable free radicals (nitroxyls 1, verdazyl 6) by electron transfer. The nitrite ions formed are irreversibly oxidized by NO2 via oxygen atom transfer. Solid cation nitrates are formed quantitatively. Thione bonds of thiohydantoins 8 are transformed to carbonyl bonds with formation of sulfur and NO presumably via nitrites as intermediates. Hydantoin 13 oxygenates at its free 5-methylene group via C-H abstraction and nitrite or it undergoes N-1 nitration via N-H abstraction depending on the conditions. Both reactions proceed quantitatively. 1,3-Oxazolidin-2-one (15) gives N-nitration and N-nitrosation with the NO produced. Nonenolized crystalline barbituric acids 17 are quantitatively nitrated (C-N bond formation with radicals) at their methylene groups. 4-Hydroxybenzaldehyde (19) and vanilline (22) give quantitative aromatic nitration (C-N bond formation with arenes) without melting. All possible regioisomers are formed. Solid 9-methylanthracene (26) gives a quantitative yield of its 10-nitro derivative 27. Crystalline anthracene (28) and gaseous NO2 yield 3 primary products 29 (cis; trans) and the new dimeric product 30 as well as the stable secondary products 31 and 32. The gas/solid tetranitration of tetraphenylethylene (33) is severely hindered by the water of reaction. However, a 95% yield of pure tetrakis(p-nitrophenyl)ethylene is obtained if the drying agent MgSO4 . 2H(2)O is admired and the product 34 extracted. The gas/solid procedures avoid solvents and fuming nitric acid. They give pure products without necessity for recrystallization in most cases and they avoid wastes. Atomic force microscopy (AFM) measurements on prominent faces of single crystals of 1a, 11a, 28, and 33 reveal phase rebuildings with well-directed long-range molecular transports. Nanoliquids were only present on (110) of 28. The characteristic AFM features are correlated with known X-ray crystal structure data and compared with previous results. The shape of the features depends on the molecular packing in the crystal bulk and on the molecular shapes. Molecular interpretations of the AFM features are given.